https://bsd.neuroinf.jp/w/index.php?action=history&feed=atom&title=4-Hydroxyestradiol
4-Hydroxyestradiol - 版の履歴
2026-04-12T10:52:19Z
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WikiSysop: 1版 をインポートしました
2025-03-18T10:27:17Z
<p>1版 をインポートしました</p>
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https://bsd.neuroinf.jp/w/index.php?title=4-Hydroxyestradiol&diff=49727&oldid=prev
bsd>JWBE: removed Category:Phenols; added Category:Hydroxyarenes using HotCat
2024-10-21T16:11:29Z
<p>removed <a href="/w/index.php?title=%E3%82%AB%E3%83%86%E3%82%B4%E3%83%AA:Phenols&action=edit&redlink=1" class="new" title="カテゴリ:Phenols (存在しないページ)">Category:Phenols</a>; added <a href="/w/index.php?title=%E3%82%AB%E3%83%86%E3%82%B4%E3%83%AA:Hydroxyarenes&action=edit&redlink=1" class="new" title="カテゴリ:Hydroxyarenes (存在しないページ)">Category:Hydroxyarenes</a> using <a href="/w/index.php?title=WP:HC&action=edit&redlink=1" class="new" title="WP:HC (存在しないページ)">HotCat</a></p>
<p><b>新規ページ</b></p><div>{{Chembox<br />
<!-- Images --><br />
| ImageFile = 4-Hydroxyestradiol.svg<br />
| ImageSize = 200px<br />
| ImageAlt =<br />
<!-- Names --><br />
| IUPACName = Estra-1,3,5(10)-triene-3,4,17β-triol<br />
| SystematicName = (1''S'',3a''S'',3b''R'',9b''S'',11a''S'')-11a-Methyl-2,3,3a,3b,4,5,9b,10,11,11a-decahydro-1''H''-cyclopenta[''a'']phenanthrene-1,6,7-triol<br />
| OtherNames = 4-OHE2; 3,4,17β-Trihydroxyestra-1,3,5(10)-triene<br />
<!-- Sections --><br />
| Section1 = {{Chembox Identifiers<br />
| CASNo = 5976-61-4<br />
| CASNo_Ref = {{cascite|correct|CAS}}<br />
| UNII = C3ZO03450E<br />
| UNII_Ref = {{fdacite|correct|FDA}}<br />
| ChEBI = 62845<br />
| ChEMBL = 1412489<br />
| ChemSpiderID = 4445523<br />
| KEGG = C14209<br />
| PubChem = 5282360<br />
| SMILES = C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4O)O<br />
| StdInChI = 1S/C18H24O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,16,19-21H,2-3,5,7-9H2,1H3/t11-,12-,14+,16+,18+/m1/s1<br />
| StdInChIKey = QOZFCKXEVSGWGS-ZHIYBZGJSA-N<br />
}}<br />
| Section2 = {{Chembox Properties<br />
| C=18 | H=24 | O=3<br />
| Appearance = <br />
| Density = <br />
| MeltingPt = <br />
| BoilingPt = <br />
| Solubility = <br />
}}<br />
| Section3 = {{Chembox Hazards<br />
| MainHazards =<br />
| FlashPt =<br />
| AutoignitionPt =<br />
}}<br />
}}<br />
<br />
'''4-Hydroxyestradiol''' ('''4-OHE2'''), also known as '''estra-1,3,5(10)-triene-3,4,17β-triol''', is an [[endogenous]], [[natural product|naturally occurring]] [[catechol estrogen]] and a minor [[metabolite]] of [[estradiol]].<ref name="OettelSchillinger2012">{{cite book|author1=Michael Oettel|author2=Ekkehard Schillinger|title=Estrogens and Antiestrogens I: Physiology and Mechanisms of Action of Estrogens and Antiestrogens|url=https://books.google.com/books?id=0BfrCAAAQBAJ&pg=PA232|date=6 December 2012|publisher=Springer Science & Business Media|isbn=978-3-642-58616-3|pages=224, 232, 244–245, 249}}</ref> It is [[estrogen]]ic, similarly to many other hydroxylated estrogen metabolites such as [[2-hydroxyestradiol]], [[16α-hydroxyestrone]], [[estriol]] (16α-hydroxyestradiol), and [[4-hydroxyestrone]] but unlike [[2-hydroxyestrone]].<ref name="OettelSchillinger2012" /><ref name="pmid10865186">{{cite journal | vauthors = Bhavnani BR, Nisker JA, Martin J, Aletebi F, Watson L, Milne JK | title = Comparison of pharmacokinetics of a conjugated equine estrogen preparation (premarin) and a synthetic mixture of estrogens (C.E.S.) in postmenopausal women | journal = J. Soc. Gynecol. Investig. | volume = 7 | issue = 3 | pages = 175–83 | year = 2000 | pmid = 10865186 | doi = 10.1016/s1071-5576(00)00049-6}}</ref><br />
<br />
{{Selected biological properties of endogenous estrogens in rats}}<br />
<br />
==See also==<br />
* [[Estrogen conjugate]]<br />
* [[Lipoidal estradiol]]<br />
<br />
==References==<br />
{{Reflist}}<br />
<br />
==External links==<br />
* [http://www.hmdb.ca/metabolites/HMDB05896 Metabocard for 4-Hydroxyestradiol - Human Metabolome Database]<br />
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{{Endogenous steroids}}<br />
{{Estrogen receptor modulators}}<br />
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{{DEFAULTSORT:Hydroxyestradiol, 4-}}<br />
<br />
[[Category:Sterols]]<br />
[[Category:Hydroxyarenes]]<br />
[[Category:Cyclopentanols]]<br />
[[Category:Estranes]]<br />
[[Category:Estrogens]]<br />
[[Category:Human metabolites]]<br />
<br />
<br />
{{steroid-stub}}<br />
{{biochemistry-stub}}</div>
bsd>JWBE